NP-MRD: Showing NP-Card for Akaterpin (NP0076136)

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Record Information

Version

2.0

Created at

2022-04-28 21:18:11 UTC

Updated at

2022-04-28 21:18:11 UTC

NP-MRD ID

NP0076136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Akaterpin

Description

(3-{[(1R,2R,4aS,8aS)-4a-{2-[(1R,2S,8aS)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-4-(sulfooxy)phenyl)oxidanesulfonic acid belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Akaterpin is found in Callyspongia sp. Based on a literature review very few articles have been published on (3-{[(1R,2R,4aS,8aS)-4a-{2-[(1R,2S,8aS)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-4-(sulfooxy)phenyl)oxidanesulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223182D          

 46 50  0  0  1  0            999 V2000
    1.8731    1.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    1.7527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1212    2.5279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3087    2.6712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7784    2.0392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0606    1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340    2.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643    1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162    2.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    3.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0266    3.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0009    3.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4657    4.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306    5.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807    4.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7659    3.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4160    3.4551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809    3.7641    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8719    4.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0506    5.1777    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    4.8687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7416    5.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597    4.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2927    3.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158    1.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  1  0  0  0
  5 12  1  6  0  0  0
 12 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 19 18  1  6  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 15 26  1  6  0  0  0
 14 27  1  6  0  0  0
  3 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  2  0  0  0  0
 36 39  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  2  0  0  0  0
 41 44  1  0  0  0  0
  3 45  1  1  0  0  0
  2 46  1  6  0  0  0
M  END

     RDKit          3D

100104  0  0  0  0  0  0  0  0999 V2000
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    0.1069   -1.8912    0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9227   -2.1691    1.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501   -1.2743    1.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8256    0.0144    1.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939   -0.1325   -0.3010 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3409   -0.7652   -0.5481 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -8.0651    1.2094    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798   -1.3130   -1.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412   -1.1630   -2.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23 81  1  0
 23 82  1  0
  6 55  1  6
  5 53  1  0
  5 54  1  0
  4 51  1  0
  4 52  1  0
  3 49  1  0
  3 50  1  0
  1 47  1  0
  1 48  1  0
 29 91  1  0
 29 92  1  0
 29 93  1  0
 30 94  1  0
 30 95  1  0
 32 96  1  0
 38 97  1  0
 39 98  1  0
 40 99  1  0
 46100  1  0
M  END


  Mrv1652304282223182D          

 46 50  0  0  1  0            999 V2000
    1.8731    1.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    1.7527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1212    2.5279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3087    2.6712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7784    2.0392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0606    1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340    2.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643    1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162    2.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    3.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0266    3.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    2.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0009    3.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508    4.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657    4.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306    5.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807    4.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7659    3.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4160    3.4551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809    3.7641    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8719    4.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9458    4.0732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4900    2.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8155    5.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506    5.1777    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    4.8687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7416    5.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597    4.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2927    3.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158    1.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  1  0  0  0
  5 12  1  6  0  0  0
 12 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 19 18  1  6  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 15 26  1  6  0  0  0
 14 27  1  6  0  0  0
  3 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  2  0  0  0  0
 36 39  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  2  0  0  0  0
 41 44  1  0  0  0  0
  3 45  1  1  0  0  0
  2 46  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0076136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@]2(CC[C@]3(C)[C@@H](C)CC=C4[C@H]3CCCC4(C)C)[C@@H](CCCC2=C)[C@]1(C)CC1=CC(OS(O)(=O)=O)=CC=C1OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H54O8S2/c1-24-13-15-29-30(11-9-18-33(29,4)5)34(24,6)20-21-36-19-17-25(2)35(7,32(36)12-8-10-26(36)3)23-27-22-28(43-45(37,38)39)14-16-31(27)44-46(40,41)42/h14-16,22,24-25,30,32H,3,8-13,17-21,23H2,1-2,4-7H3,(H,37,38,39)(H,40,41,42)/t24-,25+,30+,32-,34+,35+,36+/m0/s1

> <INCHI_KEY>
WPZZPAXWWVBFBJ-MYIACZADSA-N

> <FORMULA>
C36H54O8S2

> <MOLECULAR_WEIGHT>
678.94

> <EXACT_MASS>
678.326011047

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
74.45505653892968

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3-{[(1R,2R,4aS,8aS)-4a-{2-[(1R,2S,8aS)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-4-(sulfooxy)phenyl)oxidanesulfonic acid

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
9.059690384666666

> <ALOGPS_LOGS>
-6.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-1.6258852895366136

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.3127290282879427

> <JCHEM_POLAR_SURFACE_AREA>
127.2

> <JCHEM_REFRACTIVITY>
180.86470000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.96e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3-{[(1R,2R,4aS,8aS)-4a-{2-[(1R,2S,8aS)-1,2,5,5-tetramethyl-2,3,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-hexahydro-2H-naphthalen-1-yl]methyl}-4-(sulfooxy)phenyl)oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.496   2.092   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.486   3.272   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.960   4.719   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.443   4.986   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.453   3.807   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.980   2.359   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.064   4.074   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.053   2.894   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.590   5.521   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.400   6.701   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.916   6.433   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.463   2.627   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.990   1.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.390  -4.440   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.944  -4.440   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.990   1.180   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.387   5.296   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.602   6.821   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.388   7.769   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.603   9.294   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.030   9.871   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.244   8.923   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.030   7.398   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.243   6.450   0.000  0.00  0.00           O+0
HETATM   36  S   UNK     0       9.671   7.026   0.000  0.00  0.00           S+0
HETATM   37  O   UNK     0       9.094   8.454   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      11.099   7.603   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      10.248   5.599   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.389  10.242   0.000  0.00  0.00           O+0
HETATM   41  S   UNK     0       1.961   9.665   0.000  0.00  0.00           S+0
HETATM   42  O   UNK     0       0.533   9.088   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       1.384  11.093   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       2.538   8.237   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       4.280   6.225   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.003   3.004   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   46                                                  
CONECT    3    2    4   28   45                                             
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7   12                                             
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    4                                                       
CONECT   12    5   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19   27                                             
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   14   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   15                                                            
CONECT   27   14                                                            
CONECT   28    3   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36                                                            
CONECT   40   31   41                                                       
CONECT   41   40   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41                                                            
CONECT   45    3                                                            
CONECT   46    2                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Value	Source
(3-{[(1R,2R,4as,8as)-4a-{2-[(1R,2S,8as)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-4-(sulfooxy)phenyl)oxidanesulfonate	Generator
(3-{[(1R,2R,4as,8as)-4a-{2-[(1R,2S,8as)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-4-(sulphooxy)phenyl)oxidanesulphonate	Generator
(3-{[(1R,2R,4as,8as)-4a-{2-[(1R,2S,8as)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-4-(sulphooxy)phenyl)oxidanesulphonic acid	Generator

Chemical Formula

C₃₆H₅₄O₈S₂

Average Mass

678.9400 Da

Monoisotopic Mass

678.32601 Da

IUPAC Name

Traditional Name

(3-{[(1R,2R,4aS,8aS)-4a-{2-[(1R,2S,8aS)-1,2,5,5-tetramethyl-2,3,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-1,2-dimethyl-5-methylidene-hexahydro-2H-naphthalen-1-yl]methyl}-4-(sulfooxy)phenyl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@]2(CC[C@]3(C)[C@@H](C)CC=C4[C@H]3CCCC4(C)C)[C@@H](CCCC2=C)[C@]1(C)CC1=CC(OS(O)(=O)=O)=CC=C1OS(O)(=O)=O

InChI Identifier

InChI=1S/C36H54O8S2/c1-24-13-15-29-30(11-9-18-33(29,4)5)34(24,6)20-21-36-19-17-25(2)35(7,32(36)12-8-10-26(36)3)23-27-22-28(43-45(37,38)39)14-16-31(27)44-46(40,41)42/h14-16,22,24-25,30,32H,3,8-13,17-21,23H2,1-2,4-7H3,(H,37,38,39)(H,40,41,42)/t24-,25+,30+,32-,34+,35+,36+/m0/s1

InChI Key

WPZZPAXWWVBFBJ-MYIACZADSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Callyspongia sp.	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Monoterpenoid
Aromatic monoterpenoid
Phenoxy compound
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.92	ALOGPS
logP	9.06	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	180.86 m³·mol⁻¹	ChemAxon
Polarizability	74.46 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54756554

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Akaterpin (NP0076136)

MOL for NP0076136 (Akaterpin)

3D MOL for NP0076136 (Akaterpin)

3D SDF for NP0076136 (Akaterpin)

3D-SDF for NP0076136 (Akaterpin)

PDB for NP0076136 (Akaterpin)

3D PDB for NP0076136 (Akaterpin)

SMILES for NP0076136 (Akaterpin)

INCHI for NP0076136 (Akaterpin)

Structure for NP0076136 (Akaterpin)

3D Structure for NP0076136 (Akaterpin)